Comparison

Timetree vs Cupla

Timetree

Timetree

4.7/5

View Timetree →
VS
Cupla

Cupla

4/5

View Cupla →
Quick verdict

Timetree is the better choice for almost everyone: more stable, more versatile, and with a usable free plan. Cupla is only interesting for couples who specifically want date-planning features and are willing to pay.

AuthorBy Ruud Caris22 January 2026

Comparison at a glance

Feature
Timetree
Cupla
Free plan
Yes - fully functional with ads
Yes - limited to 7 days ahead
Starting price
$3.75/month
$3.75/month
Platforms
iOS, Android, Web
iOS, Android
Number of users
Unlimited (multiple calendars)
Exactly 2 people
External calendar sync
Google, Apple, Outlook
Google, Apple, Outlook
Chat feature
Yes - per event
Yes - general private chat
To-do lists
Yes - as separate memos
Yes - integrated in calendar
Date planning
No
Yes - with AI suggestions
Technical stability
Good - reliable sync
Fair - sync issues reported
Premium coverage
Per user
Per couple (both accounts)

Timetree and Cupla are both shared calendar apps, but that’s where the comparison ends. Timetree targets anyone who wants to share calendars – families, friends, teams. Cupla is laser-focused on couples and offers specific features to plan quality time together. Which one fits your situation?

Timetree in brief

Timetree is a shared calendar app that combines communication and planning. You create multiple calendars for different groups – work, family, sports club – and share them with the right people. The special thing: you can chat with the people involved for each appointment. Handy for discussing a barbecue or carpool arrangement. The app works on iOS, Android and web, and syncs with Google, Apple and Outlook calendars. The free plan is surprisingly complete, although you will see ads.

Cupla in brief

Cupla is specially built for couples who want to sync their schedules. The app links to your external calendars and shows at a glance when you’re both free. What sets it apart are features like the Date Planner, which suggests outings based on your location and availability. You’ll also find shared to-do lists, shopping lists, and a private chat function. Cupla only works on iOS and Android, not on desktop.

Timetree vs Cupla: the differences

The fundamental difference lies in the target audience. Timetree lets you create and share unlimited calendars with whoever you want. Ideal if you share calendars not just with your partner but also with your parents, sports team, or project group. Cupla, on the other hand, works strictly for two people. Try to add a third person? You can’t. For couples without kids or other shared commitments, that might be fine. For families, it’s a dealbreaker.

The feature set reflects this difference. Where Timetree focuses on flexibility – multiple calendars, undated memos, chat functions per event – Cupla focuses on relationship-specific tools. The Date Planner analyzes when you’re both free and suggests outings. The Wishlists feature lets you save date ideas from TikTok or Instagram. Shared shopping lists and to-dos are directly integrated into the calendar view. Timetree does have to-do lists and memos, but they’re separate from the calendar items themselves.

On a technical level, Timetree scores better in stability. Users report that syncing with external calendars works more reliably, especially between Android and iOS devices. With Cupla, events sometimes appear twice or update slowly. The Android version of Cupla also lacks features that iOS users have, and there are complaints about bugs where the keyboard covers input fields. Timetree has its growing pains too – widgets that glitch, slow syncing for some users – but the problems are less structural.

The free plan differs enormously. Timetree’s free version is fully functional: unlimited calendar sharing, chatting, syncing with external calendars. You’ll see ads and miss features like file attachments and vertical view, but the core works fine. Cupla limits the free version to looking seven days ahead and gives limited access to task lists. That makes the free plan basically unusable for serious use. The push toward paying is much stronger with Cupla.

Pricing compared

Both apps have comparable prices for their premium subscriptions. Timetree Premium costs €3.75 per month with an annual subscription or €4.49 monthly. Cupla Premium asks €3.75 per month annually or €4.99 monthly. The difference is in what you get. With Timetree, each user pays for themselves and gets ad-free viewing, file attachments, and vertical calendar view. With Cupla, one partner pays and both accounts are covered – that makes it effectively cheaper per couple. But then you have to be satisfied with an app that only works for two people.

For most people, Timetree’s free plan is already sufficient. The ads are annoying but not blocking. With Cupla, you won’t get far without paying due to the seven-day limitation. Do you plan ahead? Then you have no visibility into what’s happening two weeks from now. That basically forces you toward premium.

Conclusion

Timetree wins this comparison for most users. The app is more versatile, technically more stable, and has a usable free plan. Do you share calendars with more than one person? Then Cupla isn’t an option. Do you have a family, work in teams, or want to keep different calendars separate? Choose Timetree. The chat function per event and the ability to manage multiple groups make it more powerful.

Cupla has a specific niche: couples who want to plan with a relationship focus and value date suggestions and integrated to-dos. If you both use iOS, don’t have kids, and are willing to pay for premium, Cupla’s streamlined approach can be appealing. But for that price, you could also get Timetree Premium and have more flexibility. The technical issues and limited free version make Cupla hard to recommend unless the Date Planner feature is truly your priority.

Which one fits you?

Choose Timetree if you...

  • share calendars with more than one person
  • have a family or plan with multiple groups
  • want a usable free plan
  • want to work on desktop too
  • prioritize reliable synchronization

Choose Cupla if you...

  • only plan as a couple (without others)
  • value date suggestions and relationship tools
  • want integrated to-dos and shopping lists
  • are willing to pay for premium features
  • find one subscription for two people attractive

Frequently asked questions

Can I use Cupla for a family with children?

No, Cupla works strictly for two people. You cannot add a third person, not even children. For families, Timetree is the better choice because you can invite multiple people to one calendar there.

Does the free version of Timetree really work well?

Yes, the free version is fully functional. You can share unlimited calendars, chat about appointments, and sync with external calendars. You'll see ads and miss features like file attachments, but for basic use it's fine.

Does Cupla sync well with Google Calendar?

Users report mixed experiences. Some see events appearing twice or notice slow updates. Timetree has a better reputation when it comes to sync stability, especially between Android and iOS.

What's the difference between the chat features?

Timetree lets you chat per specific calendar item, which is handy for discussing that appointment. Cupla has one general private chat for the couple, not linked to specific events.

Can I use Cupla if I have Android and my partner has iOS?

Yes, but the Android version lacks features that iOS does have. Users also report bugs like a keyboard that covers input fields. Timetree works more reliably cross-platform.

Is the premium subscription worth it?

For Timetree not necessarily - the free version is already powerful. For Cupla almost essential due to the seven-day limitation in the free version. For couples, one Cupla subscription covers both accounts, which makes it effectively cheaper than two Timetree subscriptions.

VS

Timetree vs Cupla